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Norethindrone Is a Synthetic Steroid That Is Better Than Progesterone

Question 9

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Norethindrone is a synthetic steroid that is better than progesterone in suppressing ovulation.What reagents (1-3) are required to convert norethindrone to the derivatives shown below? Norethindrone is a synthetic steroid that is better than progesterone in suppressing ovulation.What reagents (1-3) are required to convert norethindrone to the derivatives shown below?   A) (1) H<sub>2</sub>,Pd-C; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,NaBH<sub>3</sub>CN; (3) a.O<sub>3</sub>,b.Zn,DMS B) (1) H<sub>2</sub>,Pd-C; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,mild acid; (3) a.O<sub>3</sub>,b.Zn,DMS C) (1) a.LiAlH<sub>4</sub>,b.H<sub>2</sub>O; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,NaBH<sub>3</sub>CN; (3) a.OsO<sub>4</sub>,b.NaHSO<sub>3</sub> D) (1) a.LiAlH<sub>4</sub>,b.H<sub>2</sub>O; (2) (CH<sub>3</sub>) <sub>2</sub>CHCH<sub>2</sub>NH<sub>2</sub>,mild acid; (3) a.OsO<sub>4</sub>,b.NaHSO<sub>3</sub>


A) (1) H2,Pd-C; (2) (CH3) 2CHCH2NH2,NaBH3CN; (3) a.O3,b.Zn,DMS
B) (1) H2,Pd-C; (2) (CH3) 2CHCH2NH2,mild acid; (3) a.O3,b.Zn,DMS
C) (1) a.LiAlH4,b.H2O; (2) (CH3) 2CHCH2NH2,NaBH3CN; (3) a.OsO4,b.NaHSO3
D) (1) a.LiAlH4,b.H2O; (2) (CH3) 2CHCH2NH2,mild acid; (3) a.OsO4,b.NaHSO3

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